Red Wing Shoes / $5.99 / $270 New
It was looking like another day of "nada" in my thrift shopping adventures. I decided to double back and see if I missed anything in the shoe racks. Whether I missed these, or they put these out while I was looking around elsewhere, I don't know. But as far as thrift-shopping gold goes, I hit the jackpot with these.
These go for $260-$270 new. This pair is in great condition, already broken in a little bit. They're sturdy, hefty, lifetime boots.
The problem for me is that they're a size 8. I can barely get my foot in there with thin socks. Though I can repeatedly succeed, it's not quite worth my discomfort to wear these guys around. My half-size-small Doc Martens are one thing. These hurt to put on. So I figured somebody else would like them more than I do.
These have plenty of adventures and years left to live in them. I'm currently selling them on Grailed right here - https://www.grailed.com/listings/1114812 if you're interested!
Timberlands / $9.99 / ~$100+ New
Doc Martens / $3.99 / $150+ new
I'm a big fan of Doc Martens. A frequent daydream of mine was finding a pair of docs when I'm thrift shopping. Well... that daydream was realized. I want to say they're "vintage" Docs from the 90s, just cause they don't have the same modern cut, but I'm really not sure.
They're a very large size 9, and I'm usually a size 10-10.5 so they're pretty snug. But with a pair of thin socks, you won't hear me complaining thanks to the $3.99 price tag! What?!? WHAT? Thanks, Goodwill!
GR by Gordon Rush / $5.98 / $160 New
I love chelsea boots. They're slick, they're stylish, they're versatile, they're easy to put on and take off, and they make me feel like Harry Styles. What more could you want? I'd been wanting a nice pair of black chelsea boots for a while and totally scored these. They're marked as a size 9, but as a size 10-10.5, they fit me perfectly. My guess is someone ordered a size 9 and they were too big, so they just donated them. Works for me! This pair of boots is definitely one of the best finds I've ever had.
Apt. 9 / $8.97 / $80 New
I already had a pair of boots kind of like these ones, but these have a slightly darker color, fit a little comfier, are in better condition, and are just the epitome of a perfect fall boot for guys. Love 'em.
Florsheim / $6.98 / ~$140 New
I love the color and buckle on these guys! They're very handsome boots, great for wearing to church or dressing like I belong in an indie rock band. The bottom layer of the sole is a tiny bit loose, but isn't about to fall off or anything.
BØRNS / $3.99 / $125 New
I like chelsea boots. When I first saw these, I kinda just thought they were another ugly boot on the shoe racks. Then I recognized the little symbol above the heel. I remember seeing other stuff with that symbol being priced pretty high, so I picked them up. They were in my size. I put them on. The inside was super soft, like as close to having a pillow in your shoe as it can possibly get.
The suede is pretty balded in some places, and there's even a tiny hole in one shoe, but these are now my go-to beater boots, great for exploring and looking like a rockstar while doing so.